| 1 | 5/7/2018 | 80-1 v Sturm GrazSturm Graz 1-0 Middlesbrough | Friendly |
| 2 | 18/7/2018 | 81-2 v FC AugsburgFC Augsburg 2-1 Middlesbrough | Friendly |
| 3 | 21/7/2018 | 83-4 v Accrington StanleyAccrington Stanley 4-3 Middlesbrough | Friendly |
| 4 | 4/8/2018 | 8 2-2 v MillwallMillwall 2-2 Middlesbrough | Sky Bet Championship |
| 5 | 7/8/2018 | 83-0 v Sheffield UnitedMiddlesbrough 3-0 Sheffield United | Sky Bet Championship |
| 6 | 11/8/2018 | 81-0 v Birmingham CityMiddlesbrough 1-0 Birmingham City | Sky Bet Championship |
| 7 | 18/8/2018 | 82-0 v Bristol CityBristol City 0-2 Middlesbrough | Sky Bet Championship |
| 8 | 24/8/2018 | 81-0 v West Bromwich AlbionMiddlesbrough 1-0 West Bromwich Albion | Sky Bet Championship |
| 9 | 31/8/2018 | 8 0-0 v Leeds UnitedLeeds United 0-0 Middlesbrough | Sky Bet Championship |
| 10 | 15/9/2018 | 8 0-1 v Norwich CityNorwich City 1-0 Middlesbrough | Sky Bet Championship |
| 11 | 19/9/2018 | 82-0 v Bolton WanderersMiddlesbrough 2-0 Bolton Wanderers | Sky Bet Championship |
| 12 | 22/9/2018 | 8 0-0 v Swansea CityMiddlesbrough 0-0 Swansea City | Sky Bet Championship |
| 13 | 29/9/2018 | 8 1-1 v Hull CityHull City 1-1 Middlesbrough | Sky Bet Championship |
| 14 | 6/10/2018 | 80-2 v Nottingham ForestMiddlesbrough 0-2 Nottingham Forest | Sky Bet Championship |
| 15 | 19/10/2018 | 8 2-1 v Sheffield WednesdaySheffield Wednesday 1-2 Middlesbrough | Sky Bet Championship |
| 16 | 23/10/2018 | 80-0 v Rotherham UnitedMiddlesbrough 0-0 Rotherham United | Sky Bet Championship |
| 17 | 27/10/2018 | 81-1 v Derby CountyMiddlesbrough 1-1 Derby County | Sky Bet Championship |
| 18 | 3/11/2018 | 8 0-0 v Stoke CityStoke City 0-0 Middlesbrough | Sky Bet Championship |
| 19 | 10/11/2018 | 82-0 v Wigan AthleticMiddlesbrough 2-0 Wigan Athletic | Sky Bet Championship |
| 20 | 24/11/2018 | 82-1 v BrentfordBrentford 1-2 Middlesbrough | Sky Bet Championship |
| 21 | 27/11/2018 | 8 1-1 v Preston North EndPreston North End 1-1 Middlesbrough | Sky Bet Championship |
| 22 | 1/12/2018 | 80-3 v Aston VillaMiddlesbrough 0-3 Aston Villa | Sky Bet Championship |
| 23 | 8/12/2018 | 81-1 v Blackburn RoversMiddlesbrough 1-1 Blackburn Rovers | Sky Bet Championship |
| 24 | 15/12/2018 | 81-2 v Queens Park RangersQueens Park Rangers 2-1 Middlesbrough | Sky Bet Championship |
| 25 | 22/12/2018 | 81-0 v ReadingReading 0-1 Middlesbrough | Sky Bet Championship |
| 26 | 26/12/2018 | 8 0-1 v Sheffield WednesdayMiddlesbrough 0-1 Sheffield Wednesday | Sky Bet Championship |
| 27 | 29/12/2018 | 82-0 v Ipswich TownMiddlesbrough 2-0 Ipswich Town | Sky Bet Championship |
| 28 | 1/1/2019 | 81-1 v Derby CountyDerby County 1-1 Middlesbrough | Sky Bet Championship |
| 29 | 12/1/2019 | 82-1 v Birmingham CityBirmingham City 1-2 Middlesbrough | Sky Bet Championship |
| 30 | 19/1/2019 | 81-1 v MillwallMiddlesbrough 1-1 Millwall | Sky Bet Championship |
| 31 | 26/1/2019 | 81-1 v Newport CountyMiddlesbrough 1-1 Newport County | Emirates FA Cup Fourth Round |
| 32 | 5/2/2019 | 80-2 v Newport CountyNewport County 2-0 Middlesbrough | Emirates FA Cup Fourth Round |
| 33 | 9/2/2019 | 81-1 v Leeds UnitedMiddlesbrough 1-1 Leeds United | Sky Bet Championship |
| 34 | 30/3/2019 | 80-1 v Norwich CityMiddlesbrough 0-1 Norwich City | Sky Bet Championship |
| 35 | 6/4/2019 | 81-3 v Swansea CitySwansea City 3-1 Middlesbrough | Sky Bet Championship |
| 36 | 9/4/2019 | 82-0 v Bolton WanderersBolton Wanderers 0-2 Middlesbrough | Sky Bet Championship |
| 37 | 19/4/2019 | 8 1-0 v Stoke CityMiddlesbrough 1-0 Stoke City | Sky Bet Championship |
| 38 | 22/4/2019 | 80-3 v Nottingham ForestNottingham Forest 3-0 Middlesbrough | Sky Bet Championship |
| 39 | 27/4/2019 | 82-1 v ReadingMiddlesbrough 2-1 Reading | Sky Bet Championship |
| 40 | 5/5/2019 | 82-1 v Rotherham UnitedRotherham United 1-2 Middlesbrough | Sky Bet Championship |
